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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    香豆素

    香豆素 基本信息

    香豆素（Coumarin）是一类具有独特芳香气味的化合物，化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物，在自然界中广泛存在。

    结构特征

    香豆素的基本结构由苯环和呋喃酮构成，其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。

    自然来源

    香豆素存在于多种植物、真菌及动物体内。在植物界中，它主要作为天然防御机制的一部分，用作对昆虫的化学信号。著名的例子包括：天竺葵科（如紫花苜蓿）、唇形科（如薄荷）和芸香科（如柑橘属果实）。此外，在真菌、苔藓及藻类中也有发现。

    化学性质 稳定性

    由于其独特的结构，香豆素表现出良好的化学稳定性。它们不易被氧化或还原，但可以与其他化合物发生多种类型的反应，包括缩合、取代等。

    生物活性

    许多香豆素衍生物具有生物活性，能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。

    应用领域 医药行业

    在制药业中，某些结构类似物被开发为药物先导化合物。例如，香豆素类抗生素是最早的广谱抗生素之一；一些香豆素衍生物还表现出抗癌潜力。

    食品工业

    由于其独特的香气和味道，在食品加工中也得到了广泛应用，常作为香精成分使用。

    其他应用

    此外，它们还在染料生产、农药开发等多个领域展现出潜在价值。

    生产方法

    香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应；而近年来，通过生物转化技术，利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。

    总之，香豆素因其独特的结构和广泛的生物学应用，在多个领域中发挥着重要作用，并且仍然是有机化学研究中的一个重要课题。

    相关化合物

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— 1-amino-1-methyl-3-(2,2,4-trimethyl-3H-1-benzofuran-7-yl)thiourea —— C13H19N3OS
    1-amino-1-methyl-3-(2,2,4-trimethyl-3H-1-benzofuran-7-yl)thiourea
    —— 1-(Furan-2-ylmethyl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H19NO5S
    1-(Furan-2-ylmethyl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyridin-3-yl-1,2-oxazole-3-carboxamide —— C18H15N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyridin-3-yl-1,2-oxazole-3-carboxamide
    —— (2R)-N-[3-[acetyl(propan-2-yl)amino]propyl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23ClN2O3
    (2R)-N-[3-[acetyl(propan-2-yl)amino]propyl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-[acetyl(propan-2-yl)amino]propyl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23ClN2O3
    (2S)-N-[3-[acetyl(propan-2-yl)amino]propyl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(5-ethyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2S
    (2S)-N-(5-ethyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(3S)-1,1-dioxothiolan-3-yl]methyl]urea —— C15H20N2O4S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(3S)-1,1-dioxothiolan-3-yl]methyl]urea
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyridin-3-yl-1,2-oxazole-3-carboxamide —— C18H15N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyridin-3-yl-1,2-oxazole-3-carboxamide
    —— (2R)-N-(5-ethyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2S
    (2R)-N-(5-ethyl-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-pyrazol-1-ylpropan-2-yl]urea —— C16H20N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-pyrazol-1-ylpropan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(2-methyl-1,3-thiazol-4-yl)ethyl]urea —— C16H19N3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(2-methyl-1,3-thiazol-4-yl)ethyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-pyrazol-1-ylpropyl)urea —— C16H20N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-pyrazol-1-ylpropyl)urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-pyrazol-1-ylpropan-2-yl]urea —— C16H20N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-pyrazol-1-ylpropan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4-methyl-1,3-thiazol-2-yl)methyl]urea —— C15H17N3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4-methyl-1,3-thiazol-2-yl)methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea —— C14H16N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4-methyl-1,3-thiazol-2-yl)methyl]urea —— C15H17N3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4-methyl-1,3-thiazol-2-yl)methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-pyrazol-1-ylpropan-2-yl]urea —— C16H20N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-pyrazol-1-ylpropan-2-yl]urea
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylacetamide —— C14H15N3O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylacetamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-ylmethyl)urea —— C15H16N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-ylmethyl)urea
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylacetamide —— C14H15N3O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylacetamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea —— C14H16N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea
    —— (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide —— C19H22N4O2
    (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide
    —— (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide —— C19H22N4O2
    (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide
    —— (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide —— C19H22N4O2
    (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide
    —— (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide —— C19H22N4O2
    (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-pyrazin-2-ylpiperidine-3-carboxamide
    —— (2R)-5-chloro-N-(4-morpholin-4-ylbutyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23ClN2O3
    (2R)-5-chloro-N-(4-morpholin-4-ylbutyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(4-morpholin-4-ylbutyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23ClN2O3
    (2S)-5-chloro-N-(4-morpholin-4-ylbutyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2Z,3R)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol —— C13H10O2S
    (2Z,3R)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol
    —— N-[3-[(3R,5S)-3,5-dimethylpiperidin-1-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H28N2O2
    N-[3-[(3R,5S)-3,5-dimethylpiperidin-1-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-ethyl-1,2,4-oxadiazol-5-yl)butanamide —— C20H27N3O4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-ethyl-1,2,4-oxadiazol-5-yl)butanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-ethyl-1,2,4-oxadiazol-5-yl)butanamide —— C20H27N3O4
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(3-ethyl-1,2,4-oxadiazol-5-yl)butanamide
    —— (3S)-3-(2-pyridin-4-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C15H16N2O2
    (3S)-3-(2-pyridin-4-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(2-pyridin-4-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C15H16N2O2
    (3R)-3-(2-pyridin-4-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H18N4O2
    N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyrazol-1-ylpropan-2-ol —— C19H26N4O2
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyrazol-1-ylpropan-2-ol
    —— N-[(1R)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H18N4O2
    N-[(1R)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyrazol-1-ylpropan-2-ol —— C19H26N4O2
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyrazol-1-ylpropan-2-ol
    —— 1-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-[[(3S)-oxolan-3-yl]methyl]urea —— C18H26N2O4
    1-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-[[(3S)-oxolan-3-yl]methyl]urea
    —— N-[(2S)-1-(furan-2-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H17NO4S
    N-[(2S)-1-(furan-2-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C23H26N4O2
    1-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea —— C18H22N2O4
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide —— C13H17NO4S
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-methylpropylsulfonyl)acetamide —— C15H21NO4S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-methylpropylsulfonyl)acetamide
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide —— C13H17NO4S
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide
    —— 3-cyclopentylsulfonyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide —— C17H23NO4S
    3-cyclopentylsulfonyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide
    —— 3-cyclopentylsulfonyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide —— C17H23NO4S
    3-cyclopentylsulfonyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]propanamide
    —— 1-(1-cyclopropylpiperidin-4-yl)-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea —— C21H31N3O3
    1-(1-cyclopropylpiperidin-4-yl)-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea —— C21H28N2O5
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea —— C21H28N2O5
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[3-(furan-2-ylmethoxy)propyl]urea